The relatives teasing thing, damaged his own car 3 times, totaling it once and the brother pulling a screwdriver on you, WHOA GIRL! ALL RED FLAGS! So I say hell no, NEVER EVER alone, not even if you marry him. What you're describing are mental instability issues on his end and lack of wisdom and experience issues on yours. And you're setting yourself up to spend the rest of your life with him, maybe even have his children? Well, as a caveat here's what happened to me, and I'm a guy. I was dating this woman once, not a girl, a woman. And I was letting her drive my '87 Lincoln LSC, this was in '88-'89, and that car at the time was Americas' supercar. And I was eating Vette's for breakfast in that thing at the time. Anyway, yes she was driving it alone and we were having more than our share of problems, so I had to take it back and force her into a more personally responsible lifestyle and way of life. Started seeing things I didn't like. But I loved this woman more than she knew. So, I help her find her own car and shortly after that, she picks up a guy at Stewart Andersons and breaks my heart like it ain't never been broken before. I caught them as he was inside of her. So an insightful friend of mine kind of suggested that she was probably going out at night, picking guys up in the Lincoln, without my knowledge. Took awhile to sink in, but yeah, you know what, probably. So my advice is, watch out girl! So how did the story end? The guy she picked up, turned out to be an ice addict (crystal methamphetamine) and yes, she became one too. He later betrayed her... for a young girl. Then her ex-husband was having problems with their pre-teen daughter and wanted to give her back, which he did. I grew up real fast and after several more relationships, found my one and only wife and am still married to her. Quite happy now. If he's been unstable and is unstable now, then you're gonna become unstable too. Those who follow evil, will become evil.